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Astrid and Hiccup's relationship throughout most of the franchise would best be termed as not always platonic best friends.

Astrid's feelings for Hiccup usually manifest themselves as extreme devotion and protectiveness, as she is always the first to aid him in any situation and the last to leave him, which Hiccup reciprocates towards Astrid, she was the last to leave him on his serch for new dragons before Dagur broke out of prison and they moved to the edge. It appears to be an unspoken assumption that Astrid will accompany Hiccup on his adventures, more so then the other Vikings, and will usually invite herself along regardless. On the rare occasions that they are separated by mitigating circumstances, she is shown to worry greatly about him and is always overjoyed to be reunited with him. Beyond the romantic elements of their relationship, Astrid and Hiccup are the closest human friends that either has. Hiccup had a crush on Astrid right from the start of their feature film, How to Train Your Dragon. At first, Astrid seemed uninterested in Hiccup, seeing him as irresponsible and a troublemaker that only made things worse during the war. Additionally, when both joined dragon training and Hiccup began to surpass her, she began to see him as competition.

Eventually, Astrid found out about Toothless, which became a turning point in their relationship. Hiccup showed her his secret, that dragons weren't all horrible creatures. During this trial, Astrid began to support Hiccup and his passion for dragons, and eventuelly began to see him as a leader. As they finished out the movie, the two seemingly became friends, balancing each other out. Their relationship continued to develop on the TV show and later bloomed into a fullblown canon romance by the time they were 20. When Astrid suffered an injured that blinded her until she was healed by their tribe's elder, the two shared their first kiss as boyfriend and girlfriend.

In How to Train Your Dragon 2, they are shown as longtime boyfriend and girlfriend.

Where Hiccup is goofy and sarcastic, Astrid is serious and straightforward. Each complete one another, and bring out the best in one another, and that is why many feel they are still a strong pair that can continue in the RotBTD fandom.